Find hotels in Winona, MS from NT$2,301

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Compare 65 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express and Suites Winona North by IHG

2.5 star property
Winona
8.2 out of 10, Very Good, (673)
"Will stay there again "
United States
MIKE
The price is NT$3,758
NT$4,096 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express and Suites Winona North by IHG

Americas Best Value Inn Winona

2.0 star property
Winona
8.0 out of 10, Very Good, (457)
"Friendly staff, clean and quite room safe area "
United States
Braeden
The price is NT$3,100
NT$3,379 total
includes taxes & fees
Dec 9 - Dec 10
Americas Best Value Inn Winona

Relax Inn & Suites

2.0 star property
Winona
5.8 out of 10, (52)
"Cheap place to stay. We had to check in after hours. We had a hard time getting someone to show up at the front desk. When speaking to the woman there was a communication problem; English is not her first language. There were no visible bed bugs, no roaches. We always check! The remote they gave us at the front desk barely controlled the tv.There is a waffle house and a Burger King right across the street. The room was clean, and had a working heater/ air conditioner. There was lots of hot water...
United States
Terranie
Relax Inn & Suites

Baymont by Wyndham Grenada

2.5 star property
Grenada
6.2 out of 10, (659)
"The staff didn’t say much. The pillows were not laid across the bed and looked like someone had laid in the bed. The pillows were just so thin and the towels were too! Actually the clean room was the only reason we stayed. Lucky we had our own pillows!"
United States
Sheryl
The price is NT$2,449
NT$2,694 total
includes taxes & fees
Jan 4 - 2026/1/5
Baymont by Wyndham Grenada

OYO Hotel Grenada West

2.0 star property
Grenada
6.4 out of 10, (367)
"Good hotel "
United States
Jade
The price is NT$1,863
NT$2,300 total
includes taxes & fees
Jan 5 - 2026/1/6
OYO Hotel Grenada West

Comfort Inn & Suites Grenada

2.5 star property
Grenada
8.0 out of 10, Very Good, (781)
"Very nice, peaceful hotel with a wonderful staff and safe atmosphere! Very easy to navigate to nearby restaurants and businesses."
United States
MELISSIA L
The price is NT$3,589
NT$3,948 total
includes taxes & fees
Jan 4 - 2026/1/5
Comfort Inn & Suites Grenada

Holiday Inn Express & Suites Grenada by IHG

2.5 star property
Grenada
8.8 out of 10, Excellent, (549)
"Hotel is in a central location. Shopping nearby"
United States
Liliane
The price is NT$4,071
NT$4,478 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express & Suites Grenada by IHG

SureStay Plus Hotel by Best Western Greenwood

2.5 star property
Greenwood
8.2 out of 10, Very Good, (685)
"Room was clean, staff were so nice they made my stay great."
United States
Wendy
The price is NT$3,925
NT$4,239 total
includes taxes & fees
Dec 14 - Dec 15
SureStay Plus Hotel by Best Western Greenwood

Motel 6 Greenwood, MS

2.0 star property
Greenwood
7.4 out of 10, Good, (141)
"Very clean and affordable place to stay. "
United States
Riva
The price is NT$2,285
NT$2,468 total
includes taxes & fees
Dec 8 - Dec 9
Motel 6 Greenwood, MS

Americas Best Value Inn & Suites Greenwood

2.0 star property
Greenwood
4.4 out of 10, (97)
"It was great clean room everything work"
United States
Stanley
The price is NT$2,262
NT$2,443 total
includes taxes & fees
Dec 6 - Dec 7
Americas Best Value Inn & Suites Greenwood

Hampton Inn & Suites Grenada

2.5 star property
Grenada
9.0 out of 10, Wonderful, (675)
"Great staff and room!"
United States
Tara
The price is NT$4,005
NT$4,405 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites Grenada

Oak Tree Inn

2.5 star property
Eupora
6.2 out of 10, (81)
"Close to food places "
United States
James
The price is NT$2,160
NT$2,355 total
includes taxes & fees
Jan 4 - 2026/1/5
Oak Tree Inn

Deluxe Inn & Suites

2.5 star property
Greenwood
6.2 out of 10, (173)
"Although the facility is a bit timeworn, I was very pleased with the cleanliness of my room. The receptionist was cordial and helpful, and the check-in process was trouble free. I received good value for my money."
United States
Tony
The price is NT$2,291
NT$2,474 total
includes taxes & fees
Dec 6 - Dec 7
Deluxe Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Winona attractions

Top Winona Hotel Reviews

More cheap stays in Winona

Hotels in Winona with star-rating

Find out more about Winona

Top reasons to visit Winona

  • Outdoor Adventures: Winona offers a variety of outdoor activities, including golf courses, parks, and a water park, perfect for family fun.
  • Charming Downtown: Explore Winona’s picturesque downtown, rich in heritage and natural beauty, ideal for leisurely strolls.
  • Family-Friendly Experiences: Enjoy numerous educational sites and local events that cater to visitors of all ages.
  • Diverse Accommodations: Winona has a wide range of lodging options, including pet-friendly hotels and welcoming motels for all travelers.
  • Vibrant Community: Experience the friendly atmosphere and vibrant excursions that make Winona a captivating destination.

Find great hotels in and around Winona

Discover a variety of hotel accommodations in Winona, Mississippi, perfect for every type of traveler. Whether you're seeking pet-friendly options, comfortable motels, or welcoming hotels for LGBTQIA visitors, Winona has something to offer. Explore the best hotels and suites that cater to both leisure and business travelers, and read reviews to find the ideal stay for your vacation experience.

  • OYO Hotel Grenada West: Embracing an inclusive atmosphere, OYO Hotel Grenada West is a welcoming retreat for both pet lovers and LGBTQIA travelers. Located 35.4km from Winona, this hotel stands out for its pet-friendly policies, allowing dogs onsite while ensuring a comfortable stay for all guests. The property features essential amenities designed for a pleasant experience, including a waived fee for service animals. The property's affiliation with LGBTQI travel guides highlights its commitment to diversity and inclusivity, making it an ideal choice for those seeking a friendly and accommodating vacation.
  • Baymont by Wyndham Grenada: A perfect blend of comfort and convenience, Baymont by Wyndham Grenada is situated 35.4km from Winona and is well-suited for both pet lovers and business travelers. This hotel allows pets, including both dogs and cats, ensuring that your furry companions can join you on your journey. With service animal fees waived, guests can enjoy a hassle-free stay. The property offers various amenities tailored to business needs, making it an excellent choice for those traveling for work while still feeling at home with their pets.
  • Holiday Inn Express and Suites Winona North by IHG: Nestled in the heart of Winona, the Holiday Inn Express and Suites Winona North by IHG is a top-notch option for travelers seeking a blend of comfort, convenience, and inclusivity. This hotel welcomes pets, including dogs and cats, and features a waived fee for service animals. Catering to LGBTQIA guests as well, this property is affiliated with LGBTQI travel guides. With modern amenities and a focus on business travel, it provides a well-rounded experience for everyone, ensuring a pleasant stay in Winona.

Where to stay near Winona

Winona, Mississippi, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming downtown, rich in heritage and natural beauty, perfect for a memorable getaway. Whether you're seeking scenic landscapes or a romantic escape, Winona's friendly atmosphere and vibrant excursions make it an ideal destination. Don't miss the opportunity to immerse yourself in this captivating city and its surrounding regions, where every corner reveals a new adventure.

  • Hendrix: A quaint village located 9.7km from Winona, Hendrix offers a serene escape for those seeking a relaxing beach experience. While traveler arrivals are relatively steady throughout the year, the peak seasons occur in March and between June to July. Visitors are drawn to its peaceful ambiance and local beach, perfect for unwinding and enjoying nature. With its small-town charm, Hendrix is ideal for those looking to slow down and soak up the tranquility of the surroundings.
  • Kilmichael: Situated 14.5km away from Winona, Kilmichael is a vibrant city known for its seasonal travel experiences. The city sees a surge in visitors during January, May, and October, making it a fantastic destination for outdoor adventures, romantic getaways, and family fun. With nearby lakes and a welcoming visitor center, Kilmichael provides ample opportunities for hiking, fishing, and enjoying the great outdoors. The event conference venue also makes it a great spot for gatherings and activities, ensuring there’s always something happening in this lively community.
  • Vaiden: Just 16.1km from Winona, Vaiden is a city that thrives on family-oriented entertainment and adventure. The travel experience here is fairly consistent throughout the year, with peak visits from May to July. Families will love the accessibility to a water park, theme park, and museum, offering a diverse range of activities that cater to all ages. Whether you're exploring educational exhibits or enjoying thrilling rides, Vaiden guarantees a fun-filled day for everyone, making it a perfect destination for those seeking excitement and entertainment.

Things to do in and around Winona

Winona, Mississippi, is an ideal destination for outdoor and family adventures, featuring attractions like a water park and local resorts. Visitors can enjoy various educational experiences and participate in local events. Additionally, there are numerous free activities available, ensuring a memorable vacation filled with fun and excitement for all ages.

Shopping

In Winona, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Greenwood Mall, featuring a variety of retail stores, or the Tupelo Mall for more extensive shopping options with plenty of national brands.

Recreation

At Winona Country Club, indulge in a luxurious atmosphere while enjoying exclusive amenities and activities tailored for relaxation. For outdoor enthusiasts, Dogwoods Golf Course and Redbud Springs Golf Club offer invigorating golfing experiences surrounded by beautiful landscapes, perfect for rejuvenation and socializing with fellow sports lovers.

Adventure

Explore the scenic beauty of the Natchez Trace Parkway by hiking or biking along its picturesque trails, where you can enjoy stunning landscapes and rich history. For a thrilling experience, check out the nearby Lake Bolivar for fishing, kayaking, or simply relaxing by the water.

Nightlife

In Winona, the Montgomery County Performing Arts Center offers a charming blend of romance and culture, featuring captivating performances in a cozy atmosphere. Enjoy a night filled with entertainment as you immerse yourself in the local arts scene, making for an unforgettable experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winona

To save money during your trip to Winona, consider visiting between December and February when hotel prices are lower, with Monday being the cheapest day to stay. Use Expedia to find great deals by filtering for eco-certified hotels and arranging results from lowest to highest price. Additionally, maximize savings by booking a package that includes your hotel, flights, and activities. Embrace free local attractions and use public transport to keep costs down while enjoying your visit to this charming town.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winona are December to February, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winona is Monday. The most expensive day to stay in Winona is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: Consider maximizing your savings by booking an Expedia package, which allows you to combine your Winona hotel stay with flights and activities. This way, you can enjoy a more affordable travel experience.

Find the best attractions in and around Winona

Winona, Mississippi, is perfect for outdoor and family adventures, offering a range of attractions like golf courses, educational sites, and urban parks. Visitors can enjoy a variety of experiences that cater to families and those seeking outdoor fun, making it an ideal destination for a memorable vacation filled with exploration and relaxation.

  • Grenada Country Club: Located 30.6km from Winona, this golf course offers a budget-friendly escape with relaxing vibes. Perfect for both seasoned golfers and beginners, it provides a serene environment to enjoy a round of golf amidst beautiful landscapes.
  • Bledsoe Park: Situated 33.8km away, Bledsoe Park is an urban oasis ideal for families. Enjoy outdoor activities, picnics, and playgrounds, all while soaking in the vibrant city atmosphere. It's a great spot for a fun-filled day with loved ones.
  • Winona - Montgomery County Library: Nestled in Winona, this library is a cultural hub for families. Discover a variety of books and resources and participate in community events, fostering a love for reading and learning.

Best time to go to Winona

The best time to visit Winona is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January43.7°F (6.5°C)Light RainMostly SunnySlightly LowSlightly Low
February47.7°F (8.7°C)Light RainMostly SunnyAverageSlightly Low
March55.6°F (13.1°C)Light RainMostly SunnySlightly HighAverage
April62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
May71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
June78.8°F (26.0°C)Light RainMostly SunnySlightly HighSlightly High
July80.8°F (27.1°C)Light RainMostly SunnySlightly HighAverage
August80.2°F (26.8°C)Light RainMostly SunnyAverageAverage
September75.6°F (24.2°C)Light RainMostly SunnyAverageSlightly High
October65.1°F (18.4°C)Light RainMostly SunnySlightly LowAverage
November53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
December48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly Low

Frequently asked questions

What's the best place to stay in Winona?
Holiday Inn Express and Suites Winona North by IHG is a favorite with Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Americas Best Value Inn Winona and Relax Inn & Suites as top choices for your visit. See all available top hotels, or vacation rentals in Winona.
If I need to cancel my hotel reservation in Winona, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winona.
Where can I learn more about changing or cancelling my trip to Winona?
To access more information about changing or cancelling your trip to Winona, click here.
What's the best LGBTQ-friendly accommodation in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Winona.
What's the best pet-friendly hotel in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top hotel for people traveling with their pets, and offers an outdoor pool and a fitness center for its human guests. See more pet-friendly hotel accommodations in Winona.
Where is the best hotel to stay near Winona Country Club?
Holiday Inn Express and Suites Winona North, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. It's located 4 mi (6.5 km) from Winona Country Club. Other good choices within 5 miles include Americas Best Value Inn Winona and Relax Inn & Suites.
What are some accommodations with pools in Winona?
Holiday Inn Express and Suites Winona North by IHG: Features continental, an outdoor pool, and complimentary wired internet access. Americas Best Value Inn Winona and SureStay Plus Hotel by Best Western Greenwood are a couple of other choices with an onsite pool. View all hotels with pools in Winona.
What is the best accommodation for staying close to Tupelo Regional Airport (TUP)?
Red Roof Inn Tupelo is one of the top choices for your stay and is a popular hotel, featuring free breakfast and an outdoor pool. It's located 2.7 mi (4.3 km) from Tupelo Regional Airport. Other good choices close to the airport include La Quinta Inn & Suites by Wyndham Tupelo and Holiday Inn Hotel & Suites Tupelo North.
How is it to stay in Winona?
Visitors can enjoy all that Winona has to offer including the coffeehouses, baseball games, and restaurants. This city also attracts tourists with its welcoming and quaint setting. In Winona, there are 7 hotels and other accommodations to choose from. Find out more about Winona.
What should I do while I'm visiting Winona?
Favorite places to visit include Montgomery County Performing Arts Center, Middleton Cemetery, and Winona - Montgomery County Library. A couple of additional sights to add to your agenda are Winona City Hall and Winona Country Club. Check out what more to see and do in Expedia's Winona guide.
What's the seasonal weather like in Winona?
The hottest months are usually July and August with an average temp of 79°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Winona is 60 inches.

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